<?xml version="1.0" encoding="UTF-8"?>
<compound>
  <version>1.0</version>
  <creation_date>2016-05-22 03:41:58 UTC</creation_date>
  <update_date>2026-08-25 17:09:04 UTC</update_date>
  <accession/>
  <common_name>Iodoquinol</common_name>
  <class>SmallMolecule</class>
  <description>Iodoquinol is an organic compound with the chemical formula C9H5I2NO and an average molecular weight of 396.95 g/mol. Iodoquinol belongs to the haloquinolines, a subclass of quinolines and derivatives within the organic compounds. It is further classified under the superclass of organoheterocyclic compounds.

The substance has been identified in or released from 12 recorded sources across several categories. Within healthcare, pharmaceuticals, and veterinary products, it is found in gynecologicals. In the context of food, food processing, and cookware, it is used in food preservation. It has been detected in drinking water and water supply. Additionally, it is present in electrical and electronic equipment, specifically in amplifiers, electrically stimulated smoking devices, and conductors or conductive bodies characterised by the conductive materials. Iodoquinol is also found in household cleaning and consumer products, including soap detergents, perfumes within detergents and soaps, cigar cigarettes, other smoking requisites, and non electric simulated smoking devices. Recorded exposure routes for this compound include oral, topical, and vaginal.</description>
  <categories/>
  <types>
    <type>Human Neurotoxin</type>
  </types>
  <synonyms>
    <synonym>diiodohydroxyquinoline</synonym>
  </synonyms>
  <chemical_formula>C9H5I2NO</chemical_formula>
  <average_molecular_weight>396.954</average_molecular_weight>
  <monisotopic_moleculate_weight>396.84605</monisotopic_moleculate_weight>
  <iupac_name>5,7-diiodoquinolin-8-ol</iupac_name>
  <traditional_iupac>iodoquinol</traditional_iupac>
  <cas_registry_number>83-73-8</cas_registry_number>
  <smiles>OC1=C2N=CC=CC2=C(I)C=C1I</smiles>
  <inchi>InChI=1S/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H</inchi>
  <inchikey>UXZFQZANDVDGMM-UHFFFAOYSA-N</inchikey>
  <taxonomy>
    <kingdom>Organic compounds</kingdom>
    <super_class>Organoheterocyclic compounds</super_class>
    <class>Quinolines and derivatives</class>
    <sub_class>Haloquinolines</sub_class>
    <direct_parent>Haloquinolines</direct_parent>
    <alternate_parents>
      <alternative_parent>8-hydroxyquinolines</alternative_parent>
      <alternative_parent>Aryl iodides</alternative_parent>
      <alternative_parent>Azacyclic compounds</alternative_parent>
      <alternative_parent>Heteroaromatic compounds</alternative_parent>
      <alternative_parent>Hydrocarbon derivatives</alternative_parent>
      <alternative_parent>O-iodophenols</alternative_parent>
      <alternative_parent>Organoiodides</alternative_parent>
      <alternative_parent>Organonitrogen compounds</alternative_parent>
      <alternative_parent>Organooxygen compounds</alternative_parent>
      <alternative_parent>Organopnictogen compounds</alternative_parent>
      <alternative_parent>P-iodophenols</alternative_parent>
      <alternative_parent>Pyridines and derivatives</alternative_parent>
    </alternate_parents>
    <substituents>
      <substituent>2-iodophenol</substituent>
      <substituent>4-iodophenol</substituent>
      <substituent>8-hydroxyquinoline</substituent>
      <substituent>Aromatic heteropolycyclic compound</substituent>
      <substituent>Aryl halide</substituent>
      <substituent>Aryl iodide</substituent>
      <substituent>Azacycle</substituent>
      <substituent>Benzenoid</substituent>
      <substituent>Haloquinoline</substituent>
      <substituent>Heteroaromatic compound</substituent>
      <substituent>Hydrocarbon derivative</substituent>
      <substituent>Organic nitrogen compound</substituent>
      <substituent>Organic oxygen compound</substituent>
      <substituent>Organohalogen compound</substituent>
      <substituent>Organoiodide</substituent>
      <substituent>Organonitrogen compound</substituent>
      <substituent>Organooxygen compound</substituent>
      <substituent>Organopnictogen compound</substituent>
      <substituent>Pyridine</substituent>
    </substituents>
    <molecular_framework>Aromatic heteropolycyclic compounds</molecular_framework>
    <descriptors>
      <descriptor>quinolines</descriptor>
    </descriptors>
  </taxonomy>
  <status>Detected and Not Quantified</status>
  <origin/>
  <cellular_locations/>
  <biofluid_locations/>
  <tissue_locations/>
  <pathways>
    <pathway>
      <name>Diiodohydroxyquinoline Drug Metabolism Action Pathway</name>
      <smpdb_id>SMP0144319</smpdb_id>
      <kegg_map_id/>
    </pathway>
  </pathways>
  <state/>
  <appearance/>
  <experimental_properties>
    <property>
      <kind>logp</kind>
      <value>3.69</value>
    </property>
  </experimental_properties>
  <predicted_properties>
    <property>
      <kind>logp</kind>
      <value>3.93</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logs</kind>
      <value>-3.69</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>solubility</kind>
      <value>8.15e-02 g/l</value>
      <source>ALOGPS</source>
    </property>
    <property>
      <kind>logp</kind>
      <value>3.69</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_acidic</kind>
      <value>7.39</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>pka_strongest_basic</kind>
      <value>3.34</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>iupac</kind>
      <value>5,7-diiodoquinolin-8-ol</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>average_mass</kind>
      <value>396.954</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>mono_mass</kind>
      <value>396.84605</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>smiles</kind>
      <value>OC1=C2N=CC=CC2=C(I)C=C1I</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formula</kind>
      <value>C9H5I2NO</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchi</kind>
      <value>InChI=1S/C9H5I2NO/c10-6-4-7(11)9(13)8-5(6)2-1-3-12-8/h1-4,13H</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>inchikey</kind>
      <value>UXZFQZANDVDGMM-UHFFFAOYSA-N</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polar_surface_area</kind>
      <value>33.12</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>refractivity</kind>
      <value>68.69</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>polarizability</kind>
      <value>25.9</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>rotatable_bond_count</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>acceptor_count</kind>
      <value>2</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>donor_count</kind>
      <value>1</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>physiological_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
    <property>
      <kind>formal_charge</kind>
      <value>0</value>
      <source>ChemAxon</source>
    </property>
  </predicted_properties>
  <route_of_exposure/>
  <mechanism_of_toxicity/>
  <metabolism/>
  <toxicity/>
  <lethaldose/>
  <carcinogenicity/>
  <use_source/>
  <min_risk_level/>
  <health_effects>#&lt;HealthEffect::ActiveRecord_Associations_CollectionProxy:0x00007f7227d1a0b0&gt;</health_effects>
  <symptoms/>
  <treatment/>
  <drugbank_id>DB09115</drugbank_id>
  <hmdb_id/>
  <pubchem_compound_id>3728</pubchem_compound_id>
  <chembl_id/>
  <chemspider_id>3597</chemspider_id>
  <kegg_id/>
  <uniprot_id/>
  <omim_id/>
  <chebi_id/>
  <biocyc_id/>
  <ctd_id/>
  <stitch_id/>
  <actor_id/>
  <pdb_id/>
  <wikipidia/>
  <general_references/>
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  </targets>
</compound>
